Gary grew up in Buffalo New York, home to two US presidents. A lawyer by training, he has spent his professional career at the intersection of media, politics, and law. He worked for the Clinton administration, was a senior editor and counsel at the political magazine George, and then spent the next two decades in executive positions in media and technology at News Corporation, Time Warner and SoftBank.
He has published pieces in The New York Times and the Wall Street Journal and was an on-air political contributor in the early days of MSNBC. He lives in New York City with his wife and two sons.
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